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671800

Sigma-Aldrich

Di(1-adamantyl)benzylphosphine

95%

Synonym(s):

cataCXium® ABn

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About This Item

Empirical Formula (Hill Notation):
C27H37P
CAS Number:
395116-70-8
Molecular Weight:
392.56
Beilstein:
9359745
MDL number:
MFCD05861603
UNSPSC Code:
12352002
PubChem Substance ID:
329760443
NACRES:
NA.22

Quality Level

100

Assay

95%

form

solid

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand
reaction type: Asymmetric synthesis

functional group

phosphine

SMILES string

C1[C@H]2C[C@H]3C[C@@H]1C[C@@](C2)(C3)P(Cc4ccccc4)[C@@]56C[C@@H]7C[C@@H](C[C@@H](C7)C5)C6

InChI

1S/C27H37P/c1-2-4-19(5-3-1)18-28(26-12-20-6-21(13-26)8-22(7-20)14-26)27-15-23-9-24(16-27)11-25(10-23)17-27/h1-5,20-25H,6-18H2/t20-,21+,22-,23-,24+,25-,26-,27-

InChI key

ANIAFEJRWQDKDV-ANIFQACUSA-N

General description

sold in collaboration with Solvias AG

Application

Catalyst for:
  • Sonogashira coupling reaction
  • Ruthenium-catalyzed amination of secondary alcohols. with ammonia
  • Rhodium-catalyzed regioselective hydroformylation of alkenes
  • Reductive carbonylation
  • Suzuki coupling reaction

Legal Information

US7148176
cataCXium is a registered trademark of Umicore AG & Co. KG

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG4788
BCCC2866
BCBV5110
BCBK5075V
BCBB9267V

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Articles

cataCXium®

cataCXium® - Ligands and Complexes for Efficient Cross-Coupling Reactions. Cross-coupling reactions are an important class of catalytic transformations with applications in polymer science as well as in the fine chemicals and pharmaceutical industries.

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